.beta.-D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy-

Base Information

• Chemical Name: .beta.-D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy-
• CAS No.: 29514-09-8
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.143
• Mol file: 29514-09-8.mol

Synonyms:D-arabino-Hexopyranose,1,6-anhydro-3-deoxy- (6CI); D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy-, b- (8CI); 6,8-Dioxabicyclo[3.2.1]octane,b-D-arabino-hexopyranose deriv.;1,6-Anhydro-3-deoxy-b-D-arabino-hexopyranose

Chemical Property of .beta.-D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy-

Chemical Property:

• PSA: 58.92000
• LogP: -1.14660

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .beta.-D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy-

There total 7 articles about .beta.-D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

levoglucosenone (37112-31-5) → (1R,2S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,4-diol (29514-08-7) + (1R,2S,4S,5R)-6,8-dioxabicyclo[3.2.1]octane-2,4-diol (29514-09-8)

Guidance literature:

levoglucosenone; With water; triethylamine; at 20 ℃; for 2h;

With sodium tetrahydroborate; water; for 1h; Overall yield = 90 %;

DOI:10.1007/s10593-019-02415-7

Reference yield: 72.0%

1,6-anhydro-2,3-dideoxy-β-D-erythro-hexopyranos-2-ulose (58238-45-2) → (1R,2S,4S,5R)-6,8-dioxabicyclo[3.2.1]octane-2,4-diol (29514-09-8)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 - 22 ℃; diastereoselective reaction;

DOI:10.1016/j.tet.2018.03.023

Reference yield: 39.0%

1,6-anhydro-2,3-dideoxy-β-D-erythro-hexopyranos-2-ulose (58238-45-2) → 1,6-anhydro-3,4-dideoxy-D-threo-hexopyranoside and 1,6-anhydro-3,4-dideoxy-D-threo-hexopyranoside (39682-49-0) + (1R,2S,4S,5R)-6,8-dioxabicyclo[3.2.1]octane-2,4-diol (29514-09-8)

Guidance literature:

With D-glucose; In water; at 30 ℃; for 24h; stereoselective reaction; Enzymatic reaction;

DOI:10.1016/j.mencom.2019.03.029

upstream raw materials:

diacetyl-1,6-anhydro-3-deoxy-β-D-arabino-hexopyranose

levoglucosenone

1,6-anhydro-2,3-dideoxy-β-D-erythro-hexopyranos-2-ulose

1,6-anhydro-3,4-dideoxy-β-D-threo-hex-3-enopyranose

Downstream raw materials:

diacetyl-1,6-anhydro-3-deoxy-β-D-arabino-hexopyranose

O²,O⁴-dibenzoyl-β-D-arabino-1,6-anhydro-3-deoxy-hexopyranose

-1,6-anhydro-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranose

1,6-anhydro-2,3-dideoxy-β-D-erythro-hexopyranos-2-ulose